SK53193A3 - Method of pressure filtration of suspension of reactive mixture at production of n-cyclohexylbenzothiazolic-2- -sulfenamides - Google Patents
Method of pressure filtration of suspension of reactive mixture at production of n-cyclohexylbenzothiazolic-2- -sulfenamides Download PDFInfo
- Publication number
- SK53193A3 SK53193A3 SK531-93A SK53193A SK53193A3 SK 53193 A3 SK53193 A3 SK 53193A3 SK 53193 A SK53193 A SK 53193A SK 53193 A3 SK53193 A3 SK 53193A3
- Authority
- SK
- Slovakia
- Prior art keywords
- reaction
- pressure
- sulfenamide
- filtration
- cyclohexylbenzothiazolyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 12
- 238000011085 pressure filtration Methods 0.000 title claims abstract description 8
- 239000000725 suspension Substances 0.000 title abstract description 5
- 239000000203 mixture Substances 0.000 title description 3
- 238000004519 manufacturing process Methods 0.000 title description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 claims abstract description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 14
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 claims abstract description 13
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000011541 reaction mixture Substances 0.000 claims abstract description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000005708 Sodium hypochlorite Substances 0.000 claims abstract description 4
- 239000007788 liquid Substances 0.000 claims abstract description 4
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims abstract description 4
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 7
- 239000008346 aqueous phase Substances 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 239000011593 sulfur Substances 0.000 claims description 5
- 239000000155 melt Substances 0.000 claims description 4
- 239000012074 organic phase Substances 0.000 claims description 4
- 239000002002 slurry Substances 0.000 claims description 4
- KLEUYJCQHIYGMQ-UHFFFAOYSA-N 3-cyclohexyl-2h-1,3-benzothiazole Chemical compound C1SC2=CC=CC=C2N1C1CCCCC1 KLEUYJCQHIYGMQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000012043 crude product Substances 0.000 claims description 2
- 238000001914 filtration Methods 0.000 abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 3
- 239000005864 Sulphur Substances 0.000 abstract 1
- 230000004888 barrier function Effects 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 description 4
- DEQZTKGFXNUBJL-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine Chemical compound C1CCCCC1NSC1=NC2=CC=CC=C2S1 DEQZTKGFXNUBJL-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 241001268311 Icta Species 0.000 description 1
- 239000000809 air pollutant Substances 0.000 description 1
- 231100001243 air pollutant Toxicity 0.000 description 1
- 230000002051 biphasic effect Effects 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- PAFZNILMFXTMIY-UHFFFAOYSA-O cyclohexylammonium Chemical compound [NH3+]C1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-O 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000008241 heterogeneous mixture Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010408 sweeping Methods 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Spôsob tlakovej filtrácie suspenzie reakčnej zmesi pri v .'robe N-cyklohexylbenzotiazoly1-2-sulfénamiduProcess for pressure filtration of the reaction mixture suspension in the preparation of N-cyclohexylbenzothiazolyl-2-sulfenamide
Oblast technikyTechnical field
Vynález sa týka spôsobu tlakovej filtrácie suspenzie reakčnej zmesi pri výrobe N-cyklohexy1benzotiazoly1-2-su1 fenamidu, používaného v gumárenskom priemysle pri vulkanizácii kaučukových zmesí.The present invention relates to a process for pressure filtration of a slurry of a reaction mixture for the preparation of N-cyclohexylbenzothiazolyl-2-sulfenamide used in the rubber industry for vulcanizing rubber mixtures.
Doterajší stav technikyBACKGROUND OF THE INVENTION
V súčasnosti sa reakCná zmes získaná pri výrobe N-cyklohexylbenzotiazoly1-2-sulfénamidu, vychádzajúcej priamo zo surového produktu Vysokotlakej reakcie anilínu, sírouhlíka a síry, zbaveného pripadne prchavých podielov, a z molárneho nadbytku cyklohexy1aminu podlá AO 215 179, AO 263 560, pripadne AO 225 046, filtruje dvoma postupmi. Prvý, kontinuálny sa uskutočňuje na kaskáde pozostávajúcej z troch vákuových filtrov a troch mietaných rozplavovacich kotlov, priCom vyrobená suspenzia sa spracuje podlá AO 200 820, A0 204 294 resp. A0Currently, the reaction mixture obtained in the preparation of N-cyclohexylbenzothiazole-2-sulfenamide starting directly from the crude product of the high pressure reaction of aniline, carbon disulphide and sulfur, free of any volatiles, and from the molar excess of cyclohexyl amine according to AO 215 179, AO 263 046, filtered in two ways. The first, continuous, is carried out on a cascade consisting of three vacuum filters and three sweeping boilers, the suspension produced being treated according to AO 200 820, A0 204 294 respectively. A0
237 191 na finálny produkt výroby N-cyklohexylbenzotiazoly1-2sulfénamidu. Nevýhodou tohto postupu je, že sa pri jeho aplikácii vyrobí znaCné množstvo cyklohexylamínom kontaminovanej vzdutniny zneCistujúcej ovzdutie. Zároveň, vzhíadom na nepretrťitost procesu filtrácie nie je možné zabezpeCit dôkladnú nermetizáciu vákuových filtrov, v dôsledku Čoho dochádza k úniku cyklohexylamínu do okolia filtračnej linky. Nedostatky popísaného kontinuálného spôsobu je možné obiet aplikáciou diskontinuálneho spôsobu filtrácie na tlakovom filtri, pri ktorom reakCná zmes z výroby pozostávajúca z tuhého N-cyklohexylbenzotiazoly1-Z-sulfénamidu a dvojfázovej kvapalnej sústavy, v ktorej iahtia vrstva sústavy obsahuje prevažnú väCtinu cyklohexylamínu a v nom rozpustených vedíajtich organických látok ako aj vodu nasýtenú chloridom sodným a tažfiia vrstva obsahuje prevažne vodu, chlorid sodný ako aj malý podiel cyklohexylamínu, sa pretržite vedie na tlakový filter, na ktorého filtračnej prepážke, pod absolútnym tlakom dusíka alebo vzduchu 200 až 250 kPa a pri teplote 0 až hmôt., organickú fázu v množstve 19.5 Z hmôt. a vodnú fázu v množstve 65.4 Z hmat. a ochladenej na S eC. Heterogénna zmes sa filtruje pod absolútnym tlakom dusíka 250 kPa tak, že sa najskôr odfiltruje spodná vodná fáza a následne aj horná orgar.icta faza. Po 335-ich minútach je filtrácia mateCných roztokov ukončená a na filtračnej prepážke zostane filtraCný koláC obsahujúci 78.8 Z N-cyk1ohexylbenzotiazoly1-2-sulfénamidu.237 191 for the final product of the preparation of N-cyclohexylbenzothiazolyl-2-sulfenamide. The disadvantage of this process is that a considerable amount of cyclohexylamine-contaminated air pollutant is produced when it is applied. At the same time, due to the continuity of the filtration process, it is not possible to ensure a thorough non-sealing of the vacuum filters, as a result of which cyclohexylamine leaks into the vicinity of the filtration line. The shortcomings of the described continuous process can be sacrificed by the application of a discontinuous filtration method on a pressure filter, in which a reaction mixture from the production consisting of solid N-cyclohexylbenzothiazole-1-Z-sulfenamide and a biphasic liquid system in which the major layer of the system contains most of the cyclohexylamine of water and saturated sodium chloride, and the heavier layer contains mainly water, sodium chloride, as well as a small proportion of cyclohexylamine, is continuously fed to a pressure filter on which filter screen, under an absolute nitrogen or air pressure of 200 to 250 kPa and at 0 to mass , the organic phase in an amount of 19.5% by weight. and an aqueous phase of 65.4 Z tactile. and cooled to & C. The heterogeneous mixture was filtered under nitrogen an absolute pressure of 250 psi by first removing the lower aqueous phase, followed by the upper phase orgar.icta. After 335 minutes, the filtration of the mother liquors is complete and a filter cake containing 78.8 of N-cyclohexylbenzothiazole-2-sulfenamide remains on the filter bed.
Príklad 2Example 2
Do tlakového filtra sa nadávkuje 7 000 kg reakCnej zmesi, získanej reakciou 2-merkaptobenzotiazolu vo forme taveniny surového produktu vysokotlakej reakcie anilínu, sírouhlíka a sir,, s cyklohexylamínom a chlornanom sodným podlá A0 263 560. obsahujúcej N-cyklohexylbenzotiazoly1-2-sulfénamid v množstve 15.1 Z aA pressure filter is charged with 7,000 kg of the reaction mixture obtained by reacting 2-mercaptobenzothiazole as a melt of the crude high pressure reaction product of aniline, carbon disulphide and sulfur, with cyclohexylamine and sodium hypochlorite according to A-263 560 containing N-cyclohexylbenzothiazoles 1,2-sulfenamido 15.1 Z a
hmôt., organickú fázu v množstve 19.5 Z hmôt. a vodnú fázu v množstve 65.4 Z hmôt. a ochladenej na 20 eC. Heteroaenna zmes sa filtruje pod absolútnym tlakom dusíka 350 kPa tak. že sa zmes organickej a vodnej fázy v priestore nad filtračnou prepázkou udržuje v emulgovanej forme.Po 122-och minútach je filtrácia mateCných roztokov ukonCená a na filtraCnej prepážke zostane filtraCný koláC obsahujúci 79,2 Z N-cyklohexylbenzotiazoly1-2sul fénamidu.%, an organic phase in an amount of 19.5% by weight. and an aqueous phase of 65.4% by weight. and cooled to 20 C e Heteroaenna mixture was filtered under an absolute pressure of 350 psi and a nitrogen. After 122 minutes, the filtration of the mother liquors is complete and a filter cake containing 79.2% of N-cyclohexylbenzothiazolyl-2-sulphenamide remains on the filter septum.
Priemyselná využitelnostIndustrial applicability
Riedenie podlá vynálezu je možné vyuzit - chemickom priemysle.The dilution according to the invention can be used in the chemical industry.
C, sa najskôr odfiltruje vodná fáza, následne orasnicta fáza a zachytený N-cyklohexylbenzotiazoly1-2-sulfénamid znečistený primesami organického pôvodu sa v ďalších cykloch premýva, filtruje, predsúša v prúde dusíka alebo vzduchu a následne granuluje a suší podlá známych postupov. Nevýhodou uvedeného diskontinuálneho spôsobu separácie N-cyklohexylbenzotiazoly1-2sulfénamidu je skutočnosť, že proces je sprevádzaný Domerne nízkou rýchlosťou a dlhou dobou trvania filtrácie. z čoho rezultujú v priemyselnom meradle značné nároky na rozmery resp. počet filtračných zariadení.C, the aqueous phase is first filtered off, then the orasnicta phase and the captured N-cyclohexylbenzothiazolyl-2-sulfenamide contaminated with organic impurities are washed, filtered, pre-dried in a stream of nitrogen or air and subsequently granulated and dried according to known procedures. A disadvantage of said discontinuous method of separating N-cyclohexylbenzothiazolyl-2-sulfenamide is that the process is accompanied by a relatively low speed and long filtration time. resulting in considerable demands on dimensions or dimensions on an industrial scale. number of filtering devices.
Podstata vynálezuSUMMARY OF THE INVENTION
Uvedené nedostatky do značnej miery odstraňuje spôsob tlakovej filtrácie suspenzie reakčnej zmesi získanej pri výrobe N-cyklohexylbenzotiazoly1-2-sulfénamidu reakciou 2-merkaptobenzotiazolu vo forme taveniny surového produktu vysokotlakej reakcie anilínu, sírouhlíka a síry s cyk1ohexy1amínom a chlornanom sodným, ktorého podstata spočíva v tom, že od N-cyklohexy1benzotiazoly1-2-sulfénamidu oddeíovaná kvapalná sústava pozostávajúca z organickej a vodnej fázy sa pri teplote 11 ač 30 eC a absolútnom tlaku dusíka alebo vzduchu 260 až 500 kPa v priestore nad filtračnou prepážkou udržuje v emulgovanej forme.These drawbacks are largely eliminated by the process of pressure filtration of the reaction mixture suspension obtained in the preparation of N-cyclohexylbenzothiazole-2-sulfenamide by reaction of 2-mercaptobenzothiazole as a melt of the high pressure reaction product of aniline, carbon disulphide and sulfur with cyclohexyl ammonium, of the N-sulfenamide cyklohexy1benzotiazoly1-2 the separation of the liquid system consisting of the organic and aqueous phases are at 11 though 30 e C and an absolute pressure of nitrogen or air 260-500 kPa in the area of the filtering medium is maintained in the emulsified form.
Výhodou spôsobu tlakovej filtrácie podlá vynálezu je skutočnosť, že dochádza k významnému zvýšeniu rýchlosti filtrácie suspenzie reakčnej zmesi.An advantage of the pressure filtration method according to the invention is that there is a significant increase in the filtration rate of the slurry of the reaction mixture.
Príklady využitia vynálezuExamples of the invention
Spôsob tlakovej filtrácie suspenzie reakčného produktu pri výrobe N-cyklohexylbenzotiazoly1-2-sulfénamidu podlá vynálezu ilustrujú, ale neobmedzujú nasledovné príklady.The process of pressure filtration of the reaction product slurry in the preparation of N-cyclohexylbenzothiazole-2-sulfenamide according to the invention is illustrated but not limited by the following examples.
Príklad 1 (porovnávací)Example 1 (comparative)
Do tlakového filtra sa nadávkuje 7 000 kg reakčnej zmesi, získanej reakciou 2-merkaptobenzotiazolu vo forme taveniny surového produktu vysokotlakej reakcie anilínu, sírouhlíka a síry, s cyklohexy1amínom a chlornanom sodným podlá A0 263 560. obsahujúcej N-cyklohexylbenzotiazoly 1-2-sulfénamid v množstve 15.1 7.A pressure filter is charged with 7,000 kg of the reaction mixture obtained by reaction of 2-mercaptobenzothiazole as a melt of the crude high pressure reaction product of aniline, carbon disulphide and sulfur with cyclohexyl amine and sodium hypochlorite according to A-263 560 containing N-cyclohexylbenzothiazoles in an amount of 1-2 15.1 7.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SK531-93A SK278370B6 (en) | 1993-05-26 | 1993-05-26 | Method of pressure filtration of suspension of reactive mixture at production of n-cyclohexylbenzothiazolyl-2- -sulfenamide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SK531-93A SK278370B6 (en) | 1993-05-26 | 1993-05-26 | Method of pressure filtration of suspension of reactive mixture at production of n-cyclohexylbenzothiazolyl-2- -sulfenamide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK53193A3 true SK53193A3 (en) | 1995-01-12 |
| SK278370B6 SK278370B6 (en) | 1997-02-05 |
Family
ID=20433647
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK531-93A SK278370B6 (en) | 1993-05-26 | 1993-05-26 | Method of pressure filtration of suspension of reactive mixture at production of n-cyclohexylbenzothiazolyl-2- -sulfenamide |
Country Status (1)
| Country | Link |
|---|---|
| SK (1) | SK278370B6 (en) |
-
1993
- 1993-05-26 SK SK531-93A patent/SK278370B6/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| SK278370B6 (en) | 1997-02-05 |
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| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed due to non-payment of maintenance fees |
Effective date: 20100526 |